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Homes for Sale in 21666

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  • /70

    $875,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,128 Sq Ft

    2806 Love Point Rd, Stevensville, MD 21666

    Enjoy your custom waterfront paradise, nestled in the heart of scenic Love Point on Kent Island and overlooking the Chester River inlet. This five-bedroom, three-and-a-half-bath home features two main-floor master suites on opposite sides of the house—perfect for multigenerational living or providing extra space for visiting friends and family. Inside, you’ll find recently refinished hardwood

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    (410) 970-3037

    2806 Love Point Rd, Stevensville, MD 21666
  • /23

    $255,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 968 Sq Ft

    2 Mariners Way Unit 2, Stevensville, MD 21666

    This charming 2-bedroom, 1.5-bathroom townhouse offers a blend of modern comfort and community living. The interior features luxury vinyl plank and carpet and ceramic tile flooring in selected areas, complemented by a traditional floor plan. Enjoy cooking in the well-equipped kitchen with stainless steel appliances, including a dishwasher and microwave, and a convenient pantry. The main floor

    Agent Photo

    Deborah Shiley

    Long & Foster Real Estate, Inc.

    (410) 538-1240

    2 Mariners Way Unit 2, Stevensville, MD 21666
  • /58

    $349,000

    • 3 Beds
    • 1 Bath
    • 907 Sq Ft

    410 Stafford Rd, Stevensville, MD 21666

    Welcome to your storybook cottage in Bay City, Stevensville—just steps from the shimmering waters of the Chesapeake. This isn’t just a house; it’s a lifestyle.Imagine morning coffee on the inviting, breezy front porch, evening strolls by the pier, and sunsets that look like they belong on a postcard.Bay City is one of Kent Island’s most sought-after neighborhoods for a reason. Enjoy two

    Agent Photo

    Petra Quinn

    Realty Navigator

    (410) 593-3667

    410 Stafford Rd, Stevensville, MD 21666
  • /58

    $1,397,500 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,529 Sq Ft

    208 Tower Dr, Stevensville, MD 21666

    This stunning 4,500+ sq ft home with 5 bedrooms and 4.5 baths is set on a private 1.25-acre lot in the sought-after water-privileged Tower Gardens community—just minutes from the Bay Bridge. Ideal for generational living, the home features primary suites on both the first and second floors, offering flexibility for a variety of lifestyles. At the heart of the home, the gourmet kitchen boasts a

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 205-1360

    208 Tower Dr, Stevensville, MD 21666
  • /45

    $465,000

    • 3 Beds
    • 3 Baths
    • 1,419 Sq Ft

    932 Kimberly Way, Stevensville, MD 21666

    Welcome to this charming and beautifully updated rancher located in the sought-after, water-access community of Cloverfields. This thoughtfully renovated home offers three bedrooms and three full bathrooms, with tasteful updates throughout the remodeled kitchen, great room, and baths. The light-filled great room is a true centerpiece, featuring vaulted ceilings with exposed rafters and an

    Barbara McCaffrey Redfin Corp

    932 Kimberly Way, Stevensville, MD 21666
  • /65

    $679,000

    • 5 Beds
    • 3 Baths
    • 3,400 Sq Ft

    145 N Lake Dr, Stevensville, MD 21666

    4.375% mortgage interest rate is possible to qualified buyers with a seller paid 2-1 buy down, available for a limited time. Or the seller is willing to pay an equal amount towards a buyer's settlement fees. Contact the listing agent for details. This beautifully renovated multi-level home features over 3,000 sqft, and is situated on one of the nicest 1.3 acre lots in the community. It is within

    John Freeman Coldwell Banker Realty

    145 N Lake Dr, Stevensville, MD 21666
  • /27

    $524,880 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths

    241 Jessica Lyn Ave, Stevensville, MD 21666

    FINAL TOWNHOME! Immediate Delivery 4.99 30yr fixed financing See 2nd photo for details!!!Limited Time Incentives! We're covering the extras so you can focus on the lifestyle. These MOVE-IN READY homes are packed with perks! Discover the desirable Ellendale Community of Kent Island & the attractive waterfront views. Located just a mile from the Chesapeake Bay Bridge, Ellendale is a

    George Bailey Keller Williams Flagship

    241 Jessica Lyn Ave, Stevensville, MD 21666
  • /31

    $790,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 32, Chester, MD 21619

    Gourmet kitchen with central island for prep & dining. Home office with double doors adds privacy & style. Dining area enhanced by a convenient dry bar. Great room centered around an electric fireplace. Balcony extends living space off the great room. Owner’s suite with private balcony access for relaxation. Spa-like owner’s bath with dual sinks & sleek finishes.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 32, Chester, MD 21619
  • /52

    $849,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    176 Flagstaff Way Unit 2433, Chester, MD 21619

    The Chester at Lot 2433 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it an excellent opportunity for buyers planning ahead. This home features 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Standout features include a dedicated home office with lighted French doors, a dry bar

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2433, Chester, MD 21619
  • /19

    $979,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 34, Chester, MD 21619

    Gourmet kitchen with spacious central island. Convenient dry bar in dining area makes hosting easy. Great room features an electric fireplace. Balcony extends off of the great room. Owner’s suite with dual walk-in closets. Private sitting room with balcony access. Luxurious owner’s bath with dual sinks.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 34, Chester, MD 21619
  • /6

    $899,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,047 Sq Ft

    410 5 Farms Dr, Stevensville, MD 21666

    Welcome to the Talbot, a beautifully designed one-level home with over 2,000 sq ft of thoughtfully laid-out living space including 4 bedrooms and 2.5 baths. This is a stunning coastal Craftsman-style new build on Kent Island. The exterior will feature HardiePlank lap siding, Craftsman style double columns, a full-length front porch for welcoming curb appeal, and upgraded front and garage doors

    Jonathan Minerick Homecoin.com

    410 5 Farms Dr, Stevensville, MD 21666
  • /30

    $849,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    176 Flagstaff Way Unit 33, Chester, MD 21619

    Gourmet kitchen with central island for prep & gathering. Home office with French doors for focused work. Dining area with built-in dry bar for easy entertaining. Great room with fireplace as a cozy focal point. Balcony off the great room extends living space outdoors. Owner’s suite with spacious walk-in closet. Owner’s spa bath with dual sinks & glass shower enclosure.

    K. Hovnanian Homes Builder
    176 Flagstaff Way Unit 33, Chester, MD 21619
  • /51

    $499,900

    • 4 Beds
    • 3.5 Baths
    • 2,304 Sq Ft

    119 Keenan Way, Stevensville, MD 21666

    Ellendale - This home shows like a model home, in pristine condition and ready for you to move in. This 4 Bedroom 3 1/2 baths townhouse features 2,304 square feet with open floor plan. The townhouse is set up for entertaining with open floor plan and wonderful deck. It is close to the community pool. The neighborhood has so many features as well as the community pool, boat storage, kayak launch,

    Linda Austin Long & Foster Real Estate, Inc.

    119 Keenan Way, Stevensville, MD 21666
  • /21

    $784,900 New Construction

    • 5 Beds
    • 3.5 Baths

    303 Queens Colony High Rd, Stevensville, MD 21666

    Queen Anee Colony has it all. 5 plus acre community park.Another park on the Bay. Enjoy the sunsets or put your kayak in for some fun on the water.Surrounded by water and next to the golf course and biking/walking trails.All this within 4 minutes from the Bay Bridge. Lacrosse Homes newest floor plan. Still time to personalize this home.. Open House at 104 New Jersey Stevensville, Md

    George Bailey Keller Williams Flagship

    303 Queens Colony High Rd, Stevensville, MD 21666
  • /25

    $999,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    141 Redstart Dr, Chester, MD 21619

    First-floor Extra Suite offers flexible guest accommodations. Home office with sliding barn doors adds charm. Kitchen with white stacked cabinetry & glass-front uppers. Fireplace anchors the great room as a warm focal point. Screened patio off the great room for relaxed outdoor living. Primary suite with decorative feature wall & ceiling treatment. Primary bath with dual freestanding vanities.

    K. Hovnanian Homes Builder
    141 Redstart Dr, Chester, MD 21619
  • /63

    $739,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 2.5 Baths
    • 3,864 Sq Ft

    1000 Chesapeake Dr, Stevensville, MD 21666

    GREAT OPPORTUNITY!Custom-Built Home – with room to Grow! This beautifully updated custom-built residence offers nearly 4,000 sq. ft. of living space with large, light-filled rooms designed for both comfort and entertaining. Featuring five bedrooms and 2.5 baths, the home has been freshly painted and updated with new carpet. Another game changer is not just the space this home offers but a new

    Dee Dee McCracken Coldwell Banker Realty

    1000 Chesapeake Dr, Stevensville, MD 21666
  • /27

    $705,000

    • 3 Beds
    • 2 Baths
    • 1,967 Sq Ft

    116 Mallard Dr, Stevensville, MD 21666

    Truly a rare find. Visit this stunning home on Kent Island, Maryland’s Eastern Shore! You will instantly fall in love with this beautifully designed property with views of Mallard Pond from the spacious front porch and screened in side porch. While blending with the inspiring natural surroundings, this home is designed for comfort, serenity and hospitality. Built in 2000, this home has almost

    Stephanie Smith Select Premium Properties, Inc

    116 Mallard Dr, Stevensville, MD 21666
  • /18

    $929,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 31, Chester, MD 21619

    Home office with double doors for privacy. Great room with an electric fireplace for warmth & charm. Large central island anchors the gourmet kitchen. Dry bar in dining area creates a perfect hosting space. Owner’s suite with a serene sitting room & balcony access. Dual walk-in closets for organized living. Owner’s bath with sleek dual sinks & spacious layout.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 31, Chester, MD 21619
  • /31

    $789,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 33, Chester, MD 21619

    Private home office with elegant French doors. Chef-worthy gourmet kitchen with sprawling island. Exquisite dining area with dry bar, perfect for entertaining. Gorgeous great room with cozy electric fireplace. Sophisticated owner's suite with triple windows. Stunning owner's spa bath featuring split vanities. Beautiful balcony has access through primary suite & great room.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 33, Chester, MD 21619
  • /64

    $699,900 New Construction

    • 3 Beds
    • 2 Baths

    312 Queens Colony High Rd, Stevensville, MD 21666

    New Construction to be built in Queen Anne Colony. Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home, all on 1 level. Make this your home with your personal selections, The best of Eastern Shore living at the first exit just 5 minutes from the Bay Bridge. Enjoy your home as well as golf, hiking trails, and fine

    George Bailey Keller Williams Flagship

    312 Queens Colony High Rd, Stevensville, MD 21666
  • /11

    $824,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

    259 Redstart Dr, Chester, MD 21619

    Kitchen with stacked white cabinetry & glass-front uppers. Great room with fireplace creates a warm focal point. Covered patio off the great room for outdoor living. Primary suite with ceiling treatment adds refined detail. Primary bath with dual freestanding vanities. Home office tucked away for quiet work time. Second-floor loft open to the great room below.

    K. Hovnanian Homes Builder
    259 Redstart Dr, Chester, MD 21619
  • /18

    $829,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 21, Chester, MD 21619

    Gourmet kitchen with spacious central island. Dining area includes a convenient dry bar. Great room features an electric fireplace. Beautiful balcony extends off of the great room. Owner’s suite with dual walk-in closets. Private sitting room with balcony access. Luxurious owner’s bath with dual sinks.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 21, Chester, MD 21619
  • /3

    $98,000

    • Land
    • 0.62 Acre
    • $158,065 per Acre

    1709 Batts Neck Rd, Stevensville, MD 21666

    This is a great opportunity to invest in one of the most sought-after areas on Maryland’s Eastern Shore-- Kent Island. This wooded 0.64-acre lot is located just off Route 8—only minutes from the Bay Bridge and located in Stevensville. Zoned NC1T this property does allow trailer/mobile homes. Please verify with QA County. No HOA. No Builder tie-in. East side of Batts Neck Road. Sign on Property.

    Janet Powers Berkshire Hathaway Homeservice Homesale Realty

    1709 Batts Neck Rd, Stevensville, MD 21666
  • /32

    $459,900

    • 4 Beds
    • 2 Baths
    • 1,650 Sq Ft

    116 Kent Point Rd, Stevensville, MD 21666

    MOTIVATED SELLERS, WILL CONSIDER ANY REASONABLE OFFER! Back on the market with a new roof! Some say it's too far away, others say it's a peaceful retreat from the noise. Some say the bedrooms are small, others say it's just the right size for less clutter and easier living. Perspective matters and this Kent Island home might surprise you! Back to active due to the previous buyers’ circumstances

    Marti McGinty Chesapeake Real Estate Associates, LLC

    116 Kent Point Rd, Stevensville, MD 21666
  • /53

    $499,900

    • 4 Beds
    • 2 Baths
    • 1,856 Sq Ft

    114 Birch Rd, Stevensville, MD 21666

    Experience elevated living in this beautifully reimagined 4-bedroom, 2 full bath residence where modern elegance meets coastal charm. Every inch of this home has been luxuriously renovated with the finest materials and craftsmanship — including designer flooring, premium kitchen appliances, energy-efficient windows, and a state-of-the-art central air conditioning system. The open-concept layout

    Gregory Bennett Jr. Five Star Real Estate

    114 Birch Rd, Stevensville, MD 21666
  • /2

    $525,000 Coming Soon

    • 5 Beds
    • 3 Baths
    • 1,908 Sq Ft

    610 Elm St, Stevensville, MD 21666

    Eduardo Martinez Daboud Homeview Real Estate

    610 Elm St, Stevensville, MD 21666
  • /100

    $2,000,000

    • 5 Beds
    • 4.5 Baths
    • 4,182 Sq Ft

    122 Queen Anne Rd, Stevensville, MD 21666

    Fully gutted and exquisitely restored maintaining original brick exterior, then thoughtfully expanded in 2012-2013 by Blue Heron Contracting, this 18th-century waterfront estate offers sweeping, unobstructed views of Eastern Bay. Set on 1.3 acres in Kent Island Estates, this remarkable 1778 home blends historic character with refined modern upgrades. Reclaimed pine floors, four brick wood-burning

    Creig Northrop Northrop Realty

    122 Queen Anne Rd, Stevensville, MD 21666
  • /63

    $679,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    176 Flagstaff Way Unit 2412, Chester, MD 21619

    The Magothy at Lot 2412 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining,

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2412, Chester, MD 21619
  • /32

    $2,600,000

    • 4 Beds
    • 4.5 Baths
    • 6,361 Sq Ft

    220 Old Steamship Rd, Stevensville, MD 21666

    WATERFRONT (20 acres) located on the Northern section of Kent Island, in the area of larger acreage estates, the "Pink House" provides a peaceful respite from the rush of the world. As easy 5 minute drive from the Chesapeake Bay Bridge the home offers access to the western shore metro areas. With over a 1000' of protected shoreline fronting along the broad, open waters of the Chester River the

    Sharon Tryon Long & Foster Real Estate, Inc.

    220 Old Steamship Rd, Stevensville, MD 21666
  • /10

    $275,000

    • Land
    • 0.56 Acre
    • $491,071 per Acre

    346 Oregon Rd, Stevensville, MD 21666

    This is a wonderful, shaded lot offering over a quarter acre and incredible views of Price Creek and the Chesapeake Bay, and a 2 minute walk to the community beach on public sewer. This is listed and offered individually along with two other adjoining lots listed at $205,000 and $249,000 to make three awesome Kent island building sites in a row. If you walk these lots, you will want them ALL !!

    Michael Rosendale Rosendale Realty

    346 Oregon Rd, Stevensville, MD 21666
  • /42

    $3,495,000

    • 4 Beds
    • 5 Baths
    • 5,900 Sq Ft

    200 Mallard Cove Ln, Stevensville, MD 21666

    Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, tree-lined, 1/4-mile paved driveway leads you through acres of

    Brad Kappel TTR Sotheby's International Realty

    200 Mallard Cove Ln, Stevensville, MD 21666
  • /10

    $375,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    217 Ackerman Dr, Stevensville, MD 21666

    Gorgeous, move in ready rancher! Large double lot with detached building. LVP floors, white cabinets, freshly painted with large screened in porch. Get ready!

    Crystal Smith RE/MAX Executive

    217 Ackerman Dr, Stevensville, MD 21666
  • /20

    $205,000

    • Land
    • 0.28 Acre
    • $732,143 per Acre

    0 Bay Dr Unit MDQA2016060, Stevensville, MD 21666

    This is a wonderful shaded lot offering .26 acre and incredible views of Price Creek and the Chesapeake Bay, and a 2 minute walk to the community beach on public sewer. This is listed and offered individually along with two other adjoining lots listed at $249,000 and $275,000 to make three awesome Kent island building sites in a row. If you walk these lots, you will want them ALL !!

    Michael Rosendale Rosendale Realty

    0 Bay Dr Unit MDQA2016060, Stevensville, MD 21666
  • /16

    $2,350,000 New Construction

    • 2 Beds
    • 3.5 Baths
    • 3,280 Sq Ft

    0 Sunset Wharf Lot D-1 Unit MDQA2010276, Stevensville, MD 21666

    Welcome to Sunset Wharf, an exclusive 28 unit duplex development nestled in the serene Bay Bridge Marina. Embrace waterside living at its finest with stunning views, modern amenities, and the charm of a close-knit community. Each duplex is meticulously designed to offer spacious, open-concept layouts that blend modern elegance with everyday comfort. Enjoy breathtaking views of the Chesapeake Bay

    Brad Kappel TTR Sotheby's International Realty

    0 Sunset Wharf Lot D-1 Unit MDQA2010276, Stevensville, MD 21666
  • /12

    $237,000

    • Land
    • 0.11 Acre
    • $2,154,545 per Acre

    0 Allen Ave, Stevensville, MD 21666

    4 LOTS IN KENTMORR. THIS IS NOT A MISTAKE. LOTS 17,18,20 AND 22. FOR A TOTAL OF 20,000 SQUARE FEET. CORNER OF ALLEN AVE AND ORCHID AVE. WALKING DISTANCE TO MARINA AND RESTAURANT. HERE IS YOUR CHANCE TO HAVE IT ALL. SELL THE CAR AND GET A BIGGER BOAT. BUYER TO VERIFY WITH THE COUNTY ANY BUILDING QUESTIONS. SEWER ASSESSMENT IS TO TRANSFER TO BUYER.

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    0 Allen Ave, Stevensville, MD 21666
  • /40

    $555,555 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    511 Chesapeake Ave, Stevensville, MD 21666

    Discover the perfect blend of coastal living and everyday comfort in this spacious 4-bedroom, 3-bath single-family home located in the lovely area of Stevensville. Set on a generous 0.39-acre private fully fenced in lot. Ideal for those who enjoy entertaining, recreation, gardening or simply rest and relaxation with the Chesapeake Bay in your own backyard. Inside, you’ll find a bright and

    Catalina Sandoval RE/MAX Realty Centre, Inc.

    511 Chesapeake Ave, Stevensville, MD 21666
  • /9

    $479,000 Open House 2/15

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    109 Carroll Rd, Stevensville, MD 21666

    KENT ISLAND - Nestled in charming Kent Island Estates, this delightful ranch-style home offers a perfect blend of comfort and modern living. With 1,800 sq. ft. of thoughtfully designed space, this residence features 3 spacious bedrooms and 2 full bathrooms, ideal for relaxation and privacy. The heart of the home is a welcoming combination kitchen and dining area, perfect for gatherings, while the

    Suzanne Hitt Coldwell Banker Waterman Realty

    109 Carroll Rd, Stevensville, MD 21666
  • /49

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    119 Liam Thomas Ln, Stevensville, MD 21666

    This meticulously maintained Ellendale townhome with pond views offers modern living with premium location. The entry level features vinyl flooring and a flexible open space—perfect as an office, den, gym or playroom and internal access to the two-car garage. The main level impresses with 9-foot ceilings and an open-concept layout. A gourmet eat-in kitchen boasts granite countertops, a breakfast

    Max Singer Gans Realty

    119 Liam Thomas Ln, Stevensville, MD 21666
  • /21

    $2,788,000 Open House 2/28

    • 5 Beds
    • 8 Baths
    • 6,148 Sq Ft

    414 Bay Dr, Stevensville, MD 21666

    Designed by YSA Homes and Simply Wesley Interior Design of Annapolis, this extraordinary brand-new modern coastal farmhouse style smart-home offers over 6,148 square feet of thoughtfully designed living space, where every tile throughout the home was handpicked and expertly curated using top-of-the-line luxury selections. The kitchen is outfitted with premium, top-tier appliances including Wolf,

    Caroline Nowell Cummings & Co. Realtors

    414 Bay Dr, Stevensville, MD 21666
  • /48

    $519,000

    • 5 Beds
    • 3 Baths
    • 1,080 Sq Ft

    200 Orchid St, Stevensville, MD 21666

    Beautiful recently updated home offering just over 2,000 sq ft of living space. This unique setup offers a living area on both levels, each with its own Kitchen and Full Bath and Bedrooms for a total of Five. Great for those who have inlaws, elderly parents or any other additional needs. You could even rent out a level and let them help pay your mortgage. A super large deck with a spot view of

    Michael Rosendale Rosendale Realty

    200 Orchid St, Stevensville, MD 21666

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